1-Vinyl-3- and 1-vinyl-5-pyrazolecarboxylic acids. Synthesis and anti-burn activity of their chitosan salts

Rstakyan, V. I.; Akopyan, A. E.; Saakyan, A. A.; Attaryan, O. S.; Asratyan, G. V.

doi:10.1134/s1070363214100156

Cited by 2 publications

(1 citation statement)

References 6 publications

(6 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1,3‐disubstituted isomers, relied on a synthesis of the corresponding N ‐vinylpyrazoles 25 and 26 . It should be noted that only compound 26 was described in the literature to date; nevertheless, we have used our own methods for the preparation of both derivatives (Scheme and Scheme ). Difluorocyclopropanation of 25 and 26 occurred under standard conditions described above and gave the corresponding products 11c and 27 in 93 % and 75 % yield, respectively.…”

Section: Resultsmentioning

confidence: 99%

N‐Difluorocyclopropyl‐Substituted Pyrazoles: Synthesis and Reactivity

et al. 2019

View full text Add to dashboard Cite

Difluorocyclopropanation of N‐vinylazoles with the CF3SiMe3–NaI system was studied. It was found that N‐vinylpyrazoles could be transformed into the corresponding N‐difluorocyclopropyl‐substituted derivatives. The method was efficient on a 100 g scale and could be applied for the preparation of various functionalized regioisomeric pyrazole derivatives bearing a gem‐difluorocyclopropane moiety, such as amines, carboxylic acids, aldehydes, bromides, and boronic esters. It was found that N‐difluorocyclopropylpyrazole moiety tolerated many common reagents including nitrating mixture, bromine, aqueous acids and alkali, KMnO4, LiBH4, and Pd0 complexes; it was unstable towards AlCl3, catalytic hydrogenation and lithiation conditions. The products obtained are advanced building blocks which of potential importance to medicinal and agrochemistry.

show abstract

Section: Resultsmentioning

confidence: 99%